Compare Florida Keys Condo Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Condo Rentals in Florida Keys

Don't see what you're looking for?
See all available properties in Florida Keys
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Florida Keys

    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82 Islamorada FL
    $190 nightly
    The price is $214 total per night from Sep 23 to Sep 24
    $214 total
    Sep 23 - Sep 24
    Total with taxes and fees
    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy Islamorada FL
    $197 nightly
    The price is $221 total per night from Sep 29 to Sep 30
    $221 total
    Sep 29 - Sep 30
    Total with taxes and fees
    9.2/10 Wonderful! (1,781 reviews)
    Waterside Suites & Marina

    Waterside Suites & Marina

    201 Ocean Drive Key Largo FL
    $133 nightly
    The price is $150 total per night from Sep 27 to Sep 28
    $150 total
    Sep 27 - Sep 28
    Total with taxes and fees
    9/10 Wonderful! (1,489 reviews)

Luxury Condos

Find luxury condos in Florida Keys
Get your vacation off to a fabulous start by booking a luxury condo in Florida Keys. They’re a great option if you want to pamper yourself a little more than usual on your next getaway. Plus, they give you a unique opportunity to see the city the way a local would. You’re not in a hotel—you’re home. Condominiums come in all shapes and sizes, and with Orbitz on your side, you’ll find exactly the right one for your trip.

Stay in a Florida Keys condo
Vacation condo rentals are a nice alternative to hotels with perks such as multiple bedrooms, living rooms, balconies, laundry facilities, Wi-Fi access and espresso machines. And don’t underestimate the power of the full kitchen in your condo: whipping up midnight snacks is a breeze, and hey, making a meal on your own without worrying about ordering in or going out to eat is just plain convenient. You might also have a pool, a gym and a hot tub on the property or close by.  

Exploring Florida Keys will be a breeze with a downtown condo as your home base. You’ll be close to the top sights, and within walking distance of great restaurants, shopping, and bars. Got leftovers? Put them in your fridge. Remember, you’re living like a local now.

Florida Keys Condo Rentals essential information

Accommodation
158 Condo Rentals
Lowest Price
$150
Highest Price
$357
Popular accommodation
Caloosa Cove Resort by CoolVacay, Fall Special! 5 Star Resort Lagoon Pool Tennis GolfCart Kayaks Amenities, Rare Key Largo Moon Bay condo with 3 bdrm & 2.5 baths!! Min 6 night stay please!, Water Front Condo in Duck Key. FREE WIFI! Overlooking the Gulf of Mexico., Key Largo Oceanfront Escape: Pools, Beach, Fishing Pier, No Steps ! 🏝️, Welcome to Paradise!, Sombrero Beach Tropical Getaway in the Heart of Marathon, 4 bed & 4 bath Unit 906 @Mariners Club - Sleeps 10!! Ohana Cay, Waterfront Townhome with Boat Slip & Pool Access